title: Intermolecular interactions, disorder and twinning in ciprofloxacin-2,2-difluoroethanol (2/3) and ciprofloxacin-water (3/14.5).
abstract: The antibiotic ciprofloxacin [systematic name: 1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylate], has been crystallized as a 2:3 solvate with 2,2-difluoroethanol, 2C(17)H(18)FN(3)O(3)·3C(2)H(4)O(2), (I), and as a 3:14.5 hydrate, 3C(17)H(18)FN(3)O(3)·14.5H(2)O, (II). The structure of (I) was determined using synchrotron X-ray diffraction data and refined as a two-component nonmerohedral twin. Both structures contain several independent molecules in the asymmetric unit: (I) contains two zwitterionic ciprofloxacin molecules and three difluoroethanol solvent molecules, while (II) contains three zwitterionic ciprofloxacin molecules and a mixture of ordered and disordered water molecules. The intermolecular interactions were analysed using fingerprint plots derived from Hirshfeld surfaces, providing a detailed description of the unique environment of each independent ciprofloxacin molecule.
authors.affiliation: GZG, Abteilung Kristallographie, Georg-August Universität Göttingen, Göttingen, Germany. ffabbia@gwdg.de
authors.forename: Francesca P A
authors.initials: FP
authors.lastname: Fabbiani
authors.forename: Jean Baptiste
authors.initials: JB
authors.lastname: Arlin
authors.forename: Gernot
authors.initials: G
authors.lastname: Buth
authors.forename: Birger
authors.initials: B
authors.lastname: Dittrich
authors.forename: Alastair J
authors.initials: AJ
authors.lastname: Florence
authors.forename: Regine
authors.initials: R
authors.lastname: Herbst-Irmer
authors.forename: Heidrun
authors.initials: H
authors.lastname: Sowa
mesh_terms: D000900:Anti-Bacterial Agents / Q000737:chemistry* / Q000494:pharmacology; D002939:Ciprofloxacin / Q000737:chemistry* / Q000494:pharmacology; D018360:Crystallography, X-Ray; D006860:Hydrogen Bonding; D007546:Isoquinolines / Q000737:chemistry*; D015394:Molecular Structure; D010879:Piperazines / Q000737:chemistry*; D014867:Water / Q000737:chemistry*; D014961:X-Ray Diffraction
chemical_list: C557944:1-cyclopropyl-6-fluoro-4-oxo-7-(piperazin-4-ium-1-yl)-1,4-dihydroquinoline-3-carboxylate; D000900:Anti-Bacterial Agents; D007546:Isoquinolines; D010879:Piperazines; D014867:Water; D002939:Ciprofloxacin